Arsenical compound of the acridine series and process of making the same



, UNITED STATES PATENT OFFICE.

TO LEOPOLD GASSELLA & CO. CORPORATION OF GERMANY.

AR SENICAL COMPOUND OF THE ACRIDINE SERIES AND PROCESS OF MAKING THE Patented Mar. 7, 1922. Serial No. 484,783.

SAME.

1 ,408,974. Specification of Letters Patent. N 0 Drawing.

To all whom it mag] concern:

Be it known that I, Lotus Bnxna, a subject of the Swiss Republic, residing at Mainkur, near Frankfort-on-the-Main, (lernnmy, have invented Arsenical (ompounds of the Acridine Series and Processes of Making the Same, (for which I have filed an application in Germany Feb. 19, 1920,) of which the following is a full description.

\Vhile diazotized diaminoacridines, as for instance the 3.6-diaminoacridine in combination with sodium arsenite. produce only very small quantities of quite unexpectedly, to be obtained in a coinparatively good yield from the. 10-a1ky1acridinium compounds.

. These new arsenical compounds possess remarkably small poisonous properties. Experiments at the Institute of Experimental Therapy, under the supervision of Professor Kolle, for instance, have shown that the arsinic acid obtained from trypafiavine shows toxic effects only in a dose from upwards of a 1 ccm. solution of 1:250 per 20 gr. mouse and is still V8I well borne in a concentration of 1 500 (1 00111.), while of the trypafiavine free from arsenic only 1 com. of a solution of 1:4000 (one to four thousand) per 20 gr. mouse should be administered.

This extremely slight poisonous quality of the new arsenical compounds renders them very well adapted for therapeutical pur-- poses, especially also as a tonic, in anaemia, chlorosis and various kinds of debility.

Example: 52 gr. 3.6-diamino-lO-methylacridinumchloride are dissolved in 1 liter hot water, and 500 gr. ice and 200 ccin. normal nitrite solution are addedto the liquid when cooled down. At 23 C. 100 com. of hydrochloric acid (ten times normal) are added in one portion and a solution of 100 gr. sodium arsenite in 200'ccm. water and 60 com. soda lye (ten times normal) poured into the deep violet liquid, Whilst stirring vigorously. The reaction takes place with much frothing; the liquid is stirred for about 2 hours, thereupon boiled up and filtered ofl". While still Warm the precipitate is slightly acidulated with hydrochloric acid. The precipitated crude arsinic acid is. then separated and purified by adding it to a solution of Application filed July 14, 1921.

arsinic acids these are,-

' -1. A process double normal acetate of soda and, after filtering, precipitated again by means of hy drochloric acid.

The arsenic acid so obtained forms a red-'- brown powder, very alter and hardly ash-lye. soda. and it dissolves readily. in an excess of acid.

The diazo compound is of a red-brown colour; in combination with R salt itproduces red and with resorcine orange-yeilow shades.

If in the aforestated example the 3.6-diamino-IO-methylacridiniumchloride is substituted by the equivalent quantity of an h0mologous or analogous aminoacridinium compound substances of similar properties are obtained.

Having now particularly described and ascertained the nature of my said invention and in what manner the same is to be performed, I declare, that what I claim is:

difficult to dissolve in soluble in alcohol; in potacetate of soda solution it will likewise dissolve acids of the acridine series, by treating the diazo compounds of amino-IO-alkylircridinium compounds with arsenites.

2. As new substances the products Ohfor the production of arsinic tained bytreating diazo compounds of amino-10-alkylacridinium compounds with arsenites.

3. As a. new substance the product obtained by treating the diazo compound of 3.6-diamino-l0-methylacridiniumchloride with sodium arsenite, forming in the dry state a red-brown powder, very sparingly soluble in water and hardly soluble in alcohol, dissolving readily in potash-lye, soda and acetate of soda solution and being like wise soluble in an excess of acid, being transformed by nitrous acid into a red-brown diazo compound, which yields, when combined with R-salt, red shades, with resorcinol orange-red shades.

In witness whereof I have hereunto signed my name this 16th day of June, 1921. in the presence of two subscribing witnesses.

DR. LOUIS BEN DA. Witnesses FRITZ HAAn, Aucosr SOHWALLY. 

